Electrochemical Trifluoromethylation of Alkenes Using the Unpurified CF3I Reagent from Fluoroform

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2026-10-21 DOI:10.1021/acs.joc.6c01627
Jiaming Cheng,Jinkun Fan,Chunhui Yang,Tengfei Pu,Qi Yang,Junyi Pan,Xu Cheng
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Abstract

Fluoroform (HCF3) is an excess industrial gas with a significant greenhouse effect. The utilization of fluoroform as the trifluoromethyl precursor could turn the waste into a value-added product. In this work, we report a protocol for converting fluoroform to CF3I, which was used directly in the electrochemical trifluoromethylation of alkenes facilitated by the orthogonal reactivity in two steps. This protocol could give the trifluoromethylated products in comparable yield to those obtained with a commercial CF3I solution. In particular, the iodine residue in the prepared CF3I has a positive effect in some examples, with advantages over commercial CF3I reagents.

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用未纯化的氟仿CF3I试剂进行烯烃的电化学三氟甲基化
氟仿(HCF3)是一种过量的工业气体,具有显著的温室效应。利用氟仿作为三氟甲基前体,可将废弃物转化为高附加值产品。在这项工作中,我们报告了一种将氟仿转化为CF3I的方案,该方案直接用于两步正交反应促进烯烃的电化学三氟甲基化。该方案可使三氟甲基化产物的产率与用商业CF3I溶液获得的产率相当。特别是,在某些情况下,所制备的CF3I中的碘残留物具有积极的作用,与商业CF3I试剂相比具有优势。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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